B2019-10mg | Retapamulin [224452-66-8] Quimigen Portugal

Background

Retapamulin is a pleuromutilin antibiotic [1].

Retapamulin is developed for topical treatment of skin infections which is mainly caused by gram-positive organisms, β-hemolytic streptococci and coagulase-negative staphylococci. Retapamulin is especially used against those drug resistance strains. In the in vitro studies, retapamulin demonstrates potent activity and a broad spectrum. It shows excellent antimicrobial activities against S. aureus, S. epidermidis, S. saprophyticus, S. pyogenes, S. agalactiae and Viridans group streptococci with MIC50 values of 0.06μg/ml, 0.06μg/ml, 0.12μg/ml, 0.008μg/ml, 0.016μg/ml and 0.03μg/ml, respectively. Retapamulin plays its antibiotic role through binding to a unique site of the bacterial ribosome [1, 2].

References:
[1] Jones R N, Fritsche T R, Sader H S, et al. Activity of retapamulin (SB-275833), a novel pleuromutilin, against selected resistant gram-positive cocci. Antimicrobial agents and chemotherapy, 2006, 50(7): 2583-2586.
[2] Rittenhouse S, Biswas S, Broskey J, et al. Selection of retapamulin, a novel pleuromutilin for topical use. Antimicrobial agents and chemotherapy, 2006, 50(11): 3882-3885.

Chemical Properties

Physical Appearance	A solid
Storage	Store at -20°C
M.Wt	517.76
Cas No.	224452-66-8
Formula	C30H47NO4S
Solubility	insoluble in H2O; ≥114.8 mg/mL in EtOH; ≥16.15 mg/mL in DMSO
Chemical Name	(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(((1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)acetate
SDF	Download SDF
Canonical SMILES	O[C@H]([C@](C)(C=C)C1)[C@H](C)[C@]2(CCC3=O)[C@]3(15)[C@@]([C@@H]1OC(CSC4C[C@](CC5)(15)N(C)[C@]5(15)C4)=O)(C)[C@H](C)CC2
Shipping Condition	Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips	We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment [1]:
Cell lines	Strains of anaerobic bacteria
Preparation method	The solubility of this compound in DMSO is ≥16.15 mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.
Reacting condition	512 mg/L
Applications	Retapamulin (<2 mg/L) inhibits 37/52 (71%) B. fragile strains and 85/87 (98%) other Gram-negative bacteria. Retapamulin is more effective against C. acnes and anaerobic gram-positive cocci than clindamycin, metronidazole and ceftriaxone.
References: [1]. Odou MF, Muller C, Calvet L, Dubreuil L. In vitro activity against anaerobes of retapamulin, a new topical antibiotic for treatment of skin infections. J Antimicrob Chemother. 2007 Apr;59(4):646-51. Epub 2007 Mar 9. PubMed PMID:17350985.

Quality Control

Purity = 98.00%

Chemical structure

Retapamulin [224452-66-8]

Cat# B2019-10mg

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Brand : ApexBio Technology